Réaction #47174

Équation de réaction

2-Amino-5-chlorobenzophenone

4-Bromobenzenesulfonyl chloride

HCl

→

title compound

Rendement 98.4%

N-(2-Benzoyl-4-chloro-phenyl)-4-bromo-benzenesulfonamide

Rendement 98.4%

Solvants

pyridine

EtOAc

H2O

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred overnight
2. 2
   workup.ADDITIONThe mixture was poured in a steady stream into 350 mL
3. 3
   workup.STIRRINGvigorously stirring
4. 4
   Autreresulted in the precipitation of a reddish oil
5. 5
   workup.STIRRINGshaken in a separating funnel
6. 6
   AutreThe organics were dried

Mode opératoire

2-Amino-5-chlorobenzophenone (5.33 g, 23 mmol) was dissolved in 100 mL pyridine and stirred at room temperature. 4-Bromobenzenesulfonyl chloride (6.17 g, 24.1 mmol) was added and the mixture was stirred overnight. The mixture was poured in a steady stream into 350 mL vigorously stirring chilled 6M HCl which resulted in the precipitation of a reddish oil. The solution was diluted with 100 mL EtOAc and 200 mL H2O, shaken in a separating funnel and the aqueous layer discarded. The organics were dried and reduced in vacuo to yield title compound (10.2 g, 98%). 1H NMR (400 MHz, CDCl3): δ 7.34 (m, 5H), 7.43-7.48 (m, 5H), 7.62 (t, 1H), 7.74 (d, 1H), 9.62 (s, 1H). MS: m/z=449.9 (M++1).

Source